Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Wake up in paradise with a touch of Hawaiian rainbow
Wake up in paradise in a one bedroom apartment just a stone throw away from the Waikiki beach.Waikiki park Heights is located just 2 blocks away from the beach, international market place , the most famous HY's steak house in Honolulu and a lot of good Hawaiian style...
Newly Remodeled Ocean View Condo, 2 bedroom, 2 bath, No stairs!
Vacation Hawaiian Style!Planning the most magical vacation to Kauai?Paradise awaits you on the North Shore in Princeville at Hanalei. This condominium in the Ali'i Kai resort is one of the more secluded units that features great mountain and ocean views. This complex is...
Groundfloor Beach Chic Condo W/ Lanai, Beach Across The Street! Nearby Dining
Recently Refreshed and Brand New!! ***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Kihei Resort 111, a stunningly refreshed condo one block from the shores of North Kihei. Kihei Resort is a lush complex with beautiful grounds and a Zen...
Poipu Sands 312 - Ground Floor, Beautiful, One Bedroom Condo Near Pool and Beach
Summary:Beautiful ground-floor one-bedroom retreat with ocean views and a private lanai. Poipu Sands 312 features recent renovations, vibrant island décor, and easy access to the heated pool, tennis courts, and community BBQs. Walk to Shipwreck Beach, Brennecke’s, and...
MKV Beach Resort In the Heart of Ka'anapali - Beautiful Ocean View Condo # C155
Note: MKV charges $25 per day resort fee at check in.Beautifully updated studio condo with an ocean view. Amazing sunsets and whale watching are found here. Our condo features new modern furniture, fresh paint and new decor throughout. MKV resort has direct beach...
Mauna Lani-Luxurious, Private beach club pass, Lanai sunsets, closest to ocean
This Mauna Lani Resort villa is a terrific alternative to a luxury hotel room at the 5 star hotel . You will have all the amenities of a luxury oceanfront resort, with a full kitchen and lower price. Only minutes (drive or walk) to a pristine, private, Owner's only...
Direct Oceanfront Waikiki! Parking at Waikiki Shore included!
This condominium unit is the most unique unit in the entire building since not only is it located directly on the beach direct oceanfront, but it is the only one-of-its-kind with a one bedroom and two full-size baths configuration. It sleeps up to four people...
Hale Hui Kai 311 Ocean Views and large balcony overlooking Keawakapu Beach
This private oceanfront condo is on third floor of the building ... just a few steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil...
202 - Premium remodeled oceanfront with A/C - Spectacular!
* This is one of the premier one bedroom, 1.5 bath units at the Kihei Surfside! * This ocean front condo has been upgraded to a very high standard * One of the best locations in the building - 50 feet from the ocean! * 100 feet from one of the finest beaches in Maui *...
NORTH SHORE ESCAPE. 8 Min to Hanalei. Modern & Immaculate. AC. Pool & Hot Tub
This spacious and stylish retreat offers couples and small families an elevated island escape—complete with all the modern comforts and thoughtful amenities of home.- Just 8 Minutes to Hanalei - Close to the Best Beaches, Trails, & Eats- Air Conditioned w/ Full Kitchen-...
Ocean views, Resort-like pool, hot tub and A/C! This place has it all!
Moana Sunrise Villa is a gorgeous estate with every modern luxury you could want on your tropical Hawaiian vacation! Beautiful furnishings, designed by NestEgg Designs, make the experience on the other side of your keypad protected private entrance as memorable as the...
Two bedrooms one Amazing Vacation
Welcome to our cozy and inviting two-bedroom home great for friends or families looking for a relaxing getaway. Two bedrooms with three beds and clean linens. Full bathroom with fresh towels. Quaint living room with large sofa and cable TV. Fully equipped kitchen and...
Maui Resort Rentals: Honua Kai Hokulani 532 - 1BR Suite w/ Lush West Maui Mountain Views
Hokulani 532 is a luxurious 5th floor one bedroom suite that offers beautiful vistas of The West Maui Mountains with their frequent afternoon rainbows. The suite is ideally suited for small families and couples who are looking for luxurious and spacious accommodations...
DISCOUNTED RATES! 201 2nd floor, extra wide, corner 1 bed, 1 bath condo
The Kulakane is one of the best locations in West Maui. We are just steps from the water and have wonderful views of Lanai' and Molokai'. Unit 201 is a spacious end unit with expanded windows for lots of sun and light. The "in unit" washer and dryer is very convenient...
Oceanfront - Fantastic View - Affordable: 2 Br + 2 Ba Waiohuli Beach Hale A203
Enjoy a totally remodelled 2 bedroom 2 bath condo - panoramic ocean views and a beautifully furnished interior created by an artist. Sleeps 6.Enjoy spectacular sunsets, long sandy beaches, gentle trade winds, lush tropical gardens, relaxing in the sun, listen to the...
Ma'alaea Surf, Unit G9-2BR Beachfront Condo, AC, Wi-Fi, TV, Pool, Kitchen
Ma'alaea Surf, Unit G9 is a townhouse unit situated on the second floor which offers our guest total privacy. This unit has stunning ocean views and overlooks the large pool. This elegant unit features a fully furnished gorgeous kitchen and is equipped with central AC,...
Luxurious Beachfront Corner Condo -Captivating Ocean Views - Sugar Beach #535
Sugar Beach Resort #535 – Luxurious Beachfront Corner CondoWelcome to Sugar Beach Resort #535, a fully remodeled two-bedroom, two-bathroom oceanfront condo with vibrant beach-inspired décor. This spacious corner unit offers panoramic ocean views, modern upgrades, and...
Beachside 1bd/2ba with Ocean Views & Resort Amenities - Kamaole Sands 9-310
Kam Sands 9-310 is the perfect spot to enjoy your Maui Vacation! Located central to all resort amenities and across the street from Kam III, you are a short stroll from pool time, beach access with great snorkeling, playground and huge grass area perfect for sports...
Maui Resort Rentals: Honua Kai Hokulani 549 - 5th Floor Interior 2BR w/ Full Ocean Views
Hokulani 549 is a luxurious 5th-floor interior courtyard two-bedroom suite boasting beautiful views of the azure blue Pacific and Maui's neighboring island, Lanai. Guests will be delighted with its fantastic resort vantage point, located on the 5th floor above the palm...
Whaler 523~Amazing Ocean View 2B/2B, AC! Spring Special! Book Now and Save!
Experience spacious luxury and premier oceanfront living at Whaler 523, a beautifully appointed condo located directly on the world famous Ka’anapali Beach. Perfect for larger families, multiple couples, or extended stays, this two bedroom, two bathroom condo offers...
Immerse Yourself in Cerulean Majesty: Royal Mauian 506 - Mesmerizing Views!"
Royal Mauian #506 – Upgraded Oceanfront ComfortRoyal Mauian #506 is a beautifully upgraded two-bedroom, two-bathroom condo offering a relaxed oceanfront retreat in the heart of South Kihei. With modern finishes, air conditioning in select rooms, and a spacious layout,...
❤️PiH❤️ Beautiful Ocean Villa (Nani Moana Hale) ★ Stunning Ocean Views
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Beautiful Ocean Villa (or Nani Moana Hale - its Hawaiian translation), part of our Hawaiian Luxury Collection. Beautiful Ocean Villa at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains...
Oceanfront condo with amazing views @ Sugar Beach Resort, Central AC, and more!
Welcome to Sugar Beach 534. This coastal style oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit & from your private lanai. Feel right at home with everything from central AC, to in unit washer/dryer, & essentials....
Kamaole Sands - 3BR/3BA, Gorgeous View - AC unit
This is a 3 bedroom, 3 bath, deluxe end unit suite. It is located on the top floor in building #2, and has a gorgeous view of the tropical garden overlooking the fountain, pond, pool, as well as partial ocean view. Best of all, this spacious beach condo has...
This condo is absolutely the perfect spot! A104
A LITTLE ABOUT THIS CONDO...Lokelani A104 - Welcome to paradise. Our condo features beach level access from this deluxe ocean front condo. Newly remodeled with state of the art appliances and granite counter tops. Equip with a Samsung 55’ LCD TV, Bose CD stereo and DVD...
Tranquil Garden Oasis Steps from Oceanfront Pool & Ulua Beach - Elua 909
Wailea Elua #909 – Garden View Comfort Just Steps from the Pavilion, Pool, and BeachWelcome to Wailea Elua #909, a charming 1-bedroom, 1-bathroom condo located just moments from the beach, oceanfront pool, and pavilion. Nestled in the lush tropical landscape of Wailea...
Heart of Waikiki! Close to Beach! Free off-site parking! Wi-Fi, AC, Kitchen
Regency on Beachwalk #22 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 2nd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...
FEEL THE ALOHA!! Affordable 1BR w/sofa sleeper.
You will find that this one bedroom condo with sleeper sofa is well appointed, & ideal for a couple with a couple of kids. You are steps to the beach, it takes less than five minutes to get there from your unit. You can see the water from the lanai. People say that if...
Aloha Condos, Na Hale O Keauhou, Townhome B-1, Ocean View, AC
Panoramic, 180 degree Ocean Views from Both Levels of the TownhomeSpacious 3 Bedroom, 3 Bath TownhomeCovered LanaisFully Equipped Gourmet KitchenBeautifully Furnished by Hawaii's Top Interior Designer600 Count LinensWell Appointed Fixtures & LampsSleeps up to Six...
LUCKY YOU! Breathtaking Ocean and Diamond Head Views! Steps to Beach! Parking
Waikiki Beach Tower #2302 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai) has a breathtaking unobstructed panoramic ocean view! Photos do NOT do this beautiful vacation rental justice! Sleeps...
Beachfront Condo on best hidden beach on Oahu
Updated condo with all of the conveniences for a relaxing beach vacation (most importantly a beachfront spot on THE most under-rated beach on Oahu). I am from Hawaii and I was stunned when I first discovered this beach and loved it so much that I had to buy a property...
Hale Pakala, 3 Acre Beach Front, A/C in Bedrooms
This is a beautiful, very private home sitting on 3 acres on the beach. The sunsets are spectacular, and the view from the deck is the ocean and Niihau. A short walk and you're on a gorgeous beach where you can watch surfers at the popular surf spot, Infinity, also...
KR208- Park and Ocean View Condo in Beach Front Resort;Quiet White Sand Beach
Kealia Unit 208 offers a welcoming ambiance with its tasteful tiling and recently remodeled kitchen, making it a perfect home away from home. The kitchen is equipped with stainless steel appliances and granite counters, providing an ideal space. The large island offers...
Kauai’s North Shore Is Truly A Tropical Beach Paradise! HEART OF PRINCEVILLE AC
Kauai’s North Shore is Truly a Tropical Beach Paradise! Everything's newly renovated for you to enjoy at our Princeville, Hawaiian Style Villas...WE NOW PROUDLY PROVIDE LUXURY, HAWAIIAN MADE, MA`LIE ORGANIC BATH & BODY PRODUCTS; ZEN BAMBOO PILLOWS, AND HOTEL QUALITY...
Pono Kai A306 Kauai Oceanfront Penthouse!
Paradise as you imagined Penthouse in the heart of wonderful Kapa'a Town! Pono Kai Condominiums are perfectly located RIGHT ON THE OCEAN a short drive from the airport and within walking distance of downtown Kapa'a with its restaurants and shops, parks and activities....
COMPLETELY REMODELED: HIGHLY UPGRADED!
Set within 11 acres of tropical pools and gardens, the Maui Kaanapali Villas, a AAA three-diamond award winning resort gives you one of the best values along the Kaanapali coast. Fronting the best beach in Kaanapali, the Kaanapali Villas property affords you spectacular...
Country Club Villas#115 Ground Floor, Incredible Oceanview, Spacious Lanai,
Country Club Villas, Unit#115 is a remarkable addition to the Vacation Rental Market that Knutson & Associates Property Management is proud to represent. Newly remodeled in July 2023, with all new flooring, furnishings, paint, and guest bathroom entirely redone. Picture...
Remodeled Condo by the Beach at the Cabana Waikiki w/Full Kitchen & Free WiFi
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.This particular condo has been completely redone by our new owner! New modern furnishings were added along with new flooring, cabinets &...
Ground Floor 2BR/2BA Condo: Modern, Beach Access, AC!
This newly remodeled two-bedroom, two-bathroom property, is the perfect location for your Kona trip, the beach is across the street. Enjoy the lovely decor, Air conditioning, fast wifi, private lanai, and a well-stocked kitchen. Upon entry, you will enjoy the space that...
Surf Chic 2 Bedroom – Halii Kai at Waikoloa 17C
Prepare to shaka in this air-conditioned villa saluting surf through art and attitude! Prep meals and snacks in the gourmet kitchen to enjoy on the lanai. Then retreat to themed-motif bedrooms. Touches include a laundry room and master bath with separate shower and tub....
Kolea 10D: 3 Bed/3 Bath Garden Level Condo w Direct Access to Pool & Ocean.
Imagine your dream vacation in a private Hawaiian resort where you wake up each morning to enjoy your Kona coffee in a lovely 3bedroom/ 3bath condo. Our guests benefit from the less than 20 steps to enter the Beach Club. This provides access to the pool (w beach...
Oahu's North Shore Welcomes You With True Aloha Spirit
This deluxe condo located at beautiful Turtle Bay with two world class signature golf courses, tennis courts, and pool with barbecue grills, just outside your door. A leisurely ten minute walk away you'll find great restaurants, and you can enjoy the sunset at the...
Hale Kai Kea by Destination Kauai - Poipu Kai, Close to Poipu Beach
🌴 E Komo Mai — Hale Kai Kea | Spacious Poipu Family RetreatExperience island living at Hale Kai Kea, a spacious Kaua'i home designed for comfort and privacy. This 3-bedroom retreat features king suites with private ensuite baths, plus a bonus room with 2 twin beds,...
Maui Sunset B222 Oceanfront 2BR/2BA Condo Large Lanai
Maui Sunset is located on the ocean in sunny Kihei on 5.5 beautifully landscaped acres overlooking crystal blue pacific waters. Your island days can be filled with recreation and fun. Swim in Maui Sunset's beautiful pool with a shallow end for small children or enjoy...
Spectacular Views, Breathtaking Sunsets, Kamaole Sands Resort
Kamaole Sands is a beautiful resort, nestled between Mount Haleakala, Maui’s dormant volcano and the white sandy beaches we all love to play on. 15 acres of tropical gardens, waterfalls, pools, hot tubs, tennis courts and all the conveniences we have come to expect of...
Maui Resort Rentals: Honua Kai Konea 110 – Large Ground Floor 1BR, Spacious Lawn Area + Easy Pools/Beach Access
Konea 110 is a luxurious ground-floor suite with one of Honua Kai's largest one-bedroom floor plans and easy access to the pools, beach, and BBQs. Your group will have plenty of space to spread out on the large adjacent lawn area. Take in the views of the majestic West...
Kauai Beach House for the Perfect Island Vacation
Welcome to the serene and picturesque Moana Kai Beach House, your gateway to paradise on the beautiful island of Kauai. Nestled along the pristine shores of Waipouli Beach, this exquisite beachfront luxury property offers an unrivaled experience that words can hardly...
Parklike 4 bedroom AnthuriumHouse, 3+ acres, peaceful, gated, convenient
Spacious house surrounded by anthuriums, lush " old growth" Ohia trees and other exotic ferns, palms and rare plants. 15 minutes from Rainbow Falls and the hospital. 20 minutes to downtown. 30 minutes to the airport and beaches. 40 minutes to the Volcano. Lots of...
Maui Banyan H506 - Walk to Beaches
Experience the comfort and luxury of our recently renovated Maui rental, a one-bedroom, two-bathroom condo nestled in the heart of Kihei at the Maui Banyan Hotel. Perfectly situated on the beachfront, this condo offers easy access to five stunning beaches, including...
Hanalei Bayresort THE Flyingturtle House!!:)family SIZED FUN!:) 4-5 Guestt
Aloha !! :) We love Questions !!!! :):) Message us through the App Today ! Ask us Anything You wish to know about booking your perfect Stay! We are here ready for you ! :) We can all agree that Hanalei Bay Resort is the best place to stay on Kauai, and now you just...