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.
Maui Sunset B121 ~ 2 BR, 2 BA, Ideal for Families!
Two bedroom, two bath ocean view ground floor condo - great for families, adjacent to the pool. Set in a lush tropical lawn that runs along Waipuilani Beach Reserve with a sand and coral shoreline protected by reef perfect for long walks and watching the stunning...
Cozy Studio at The Ilikai! Sleeps 4!
Ilikai #923 – 1777 Ala Moana Blvd.You'll enjoy this renovated 500-sqft studio at the world-famous Ilikai. With its full kitchen, free Wi-Fi and parking, and spacious open-air lanai, this is the perfect home base for exploring all that Waikiki and Honolulu have to...
Newly updated, fully equipped unit. King size bed, new kitchen, steps to beach.
This fully equipped condo has everything a person would need on a long or short stay. We have bath towels, beach towels, beach chairs and an umbrella. Kitchen is fully stocked with pots, pans, blender, all amenities like in your own kitchen. This is a condo just like...
Whaler Resort Spectacular Ocean Views & Black Rock WALK To Beach!
Studio Unit 364 at The Whaler Resort on Kaanapali BeachThis fully remodeled condo is the perfect place to relax and enjoy your Maui vacation. With its spacious layout and comfortable furnishings, you'll have plenty of room to spread out and enjoy your time. The ocean...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Over 3000 Combined Sq. Ft., Gorgeous Oceanfront Views!
This phenomenal four-bedroom offering brings together a stunning 3BR oceanfront suite and one of the largest 1BR floor plans offered at the Honua Kai resort to provide a total sleeping capacity of up to 12 people. Perfect for any large group or family, this premiere...
Cliffs at Princeville 1208A Beautiful Ocean-bluff Resort, Full Kitchen
The Cliffs at Princeville 1208 includes 2 connected studio units, 1208-A and 1208-B.Two Spacious Garden Studio Units for 4 Guests, Kauai North Shore Resort.Located on 22 lush acres overlooking the Pacific Ocean, The Cliffs Resort in Princeville is the perfect spot for...
Family Friendly Paradise | Kihei Condo Near Beaches | KAK-D108
Welcome to Kihei Alii Kai D108, your perfect family-friendly Maui retreat just steps from South Kihei's pristine beaches. This newly renovated 2-bedroom, 2-bathroom condo features a spacious open-concept living area and can comfortably accommodate up to 7 guests. The...
CLIFFS 4-207 SPECTACULAR VIEWS FROM 2 LANAIS AT THIS BEAUTIFULLY REMODELED PR
The Cliffs 4-207 at Princeville is a beautiful 1 bedroom, 2 bath, fully-equipped condo with spectacular views from 2 private lanais. Perched on a cliff above the Pacific, you can enjoy watching magnificent whales in the winter with playful dolphins and colorful birds...
Beautiful Condo 🌺 with a Stunning Ocean View! 🐳 Kona Reef C-22
Enjoy a beautifully upgraded 1-bedroom condo at the Kona Reef offering all of the comforts you would expect in our island's tropical paradise.C-22 is located in the desirable C building from which you overlook the pool and the ocean. Many dolphins and whales can be...
2 Bedroom Ocean View w/Lanai – Kaha Lani 107
Castle Kaha Lani Resort #107 - Celebrate Kauai’s east shore paradise! This 961sf corner suite wows with floor-to-ceiling windows that unfold to stunning sunrises, cool trade winds, crashing waves and a romantic tiki torch aura. Enjoy ground floor access ease, full...
Top-Floor Oceanfront Condo with Stunning Views & Modern Decor: Luana Kai D305
Welcome to Luana Kai D305! This uniquely located, oceanfront condominium is only steps across a lush green lawn to a beautiful sandy beach. It is ideal for watching surfers, windsurfers, and kite boarders as well as Humpback Whales during the season. Wake up to stunning...
20th Floor Ocean and Marina Views at The Ilikai! Washlet! Sleeps 4!
Ilikai #2029 – 1777 Ala Moana Blvd.The beautiful marina and ocean views from this contemporary 20th floor studio at the Ilikai, made famous in the opening credits of the original Hawaii Five-O, will remind you that you're on vacation in one of the most beautiful...
Maui Resort Rentals: Honua Kai Hokulani 218 - Great Value 1BR w/ Peekaboo Ocean & West Mountain Views!
Suite 218 boasts a spacious and luxurious interior with peekaboo ocean and West Maui Mountain views from the large lanai. One of the hallmarks of this suite is its southern exposure which offers morning sunshine and shelter from the northeast trade winds. All of the...
Lovely, Spacious Villa with HotTub, Outdoor Dining, Fire Pit
This spectacular 4 bedroom, 2.5 bathroom Volcano home is an oasis of comfort, tranquility and unbeatable privacy. With an outdoor grilling & dining area, 6 person hot tub and extensive garden paths and seating, the villa will fulfill all your needs for a fun and...
Ocean Views at Wailea Elua 2109 Serene and Desirable!
This property is hotel zoned, and not being affected by the recent proposed legislation.Enjoy Dazzling Ocean and Sunset Views from Highly Desirable Wailea Elua 2109!! Perfectly located atop one of the most incredible snorkeling beaches in South Maui, this 2 bed/2 bath...
Studio With AC, Full Kitchen, Free Parking, WiFi, and Near Beach!
*********IMPORTANT********The Association of Apartment Owners (AOAO) of Marine Surf Waikiki has contracted Seal Masters of Hawaii to perform a major Exterior Concrete Repair and Painting Project. This important work will help preserve the safety, structure, and...
Steps to the Beach! 3 Bedroom!
Enjoy the stunning scenery while lounging by the pool or grilling up a delicious dinner on the lanai. With spacious living areas, a fully equipped kitchen, and comfortable bedrooms, this vacation home has everything you need for a relaxing getaway.In addition to the...
NS E240 Beautiful Condo w AC Short Walk to Napili Bay
Napili Shores E240 Beautifully Decorated Condo in Tropical Resort--Short Walk To Napili Bay FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
2 bedrooms, 2 bathrooms - Across street from beach and close to Kailua Village
Welcome to the Royal Kahili, located on Alii drive, close to everything on the Kona Coast. Within minutes of shopping, restaurants, and places of interest in Kailua Village.Enjoy the ocean view from the pool area, see the surfers at two of the Big Island’s best...
New Listing! The Maui Sea Turtle Condo
Welcome to “The Maui Sea Turtle Condo” an Oceanfront Paradise, Inside and Out! A beautifully updated 1-bedroom, 1-bathroom, second-floor retreat at the highly sought-after Hale Mahina Beach Resort in Honokōwai, perfectly located between Ka'anapali and Kapalua on...
On the beach, Beautiful ocean views.
Your relaxing Hawaiian vacation is calling! This is the place to come and unwind from the hustle and bustle of everyday living. During whale season you can sometimes see whales right from your own private lanai! Warm breezes, intimate setting with beautiful ocean views....
Turtle Bay Aloha Nui Loa
This beautiful, renovated second story 1 bedroom + loft and two bathroom unit has high ceilings and is located on the Fazio Golf Course adjacent to the Kuilima West tennis court, pool and BBQ area at Turtle Bay. This is resort living at its best! Spacious and...
Private Getaway w/ Bali Hai Oceanfront Views!
Welcome to your island oasis at Pali Ke Kua—one of the North Shore’s most sought-after locations! This beautifully furnished, private condo is nestled in the heart of Princeville and just minutes from Kauai’s world-class beaches, lush mountain trails, scenic golf...
EL J111 Spacious Garden Studio w Pool Hot Tub
Eldorado J111 Spacious Garden-level Studio, Easy walk and Closest to Kaanapali Beach FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
This apartment is a 0 bedroom(s), 1 bathrooms, located in Koloa, HI.
Enjoy the ideal getaway in our air-conditioned Beachcomber Studio, which is tucked away in the midst of magnificent lush tropical landscape covering a quarter of an acre. The mesmerizingly white sands of Poipu Beach are only a brisk five-minute walk away from the...
Makani Sands #302 3brm Townhouse on Ocean
Makani Sands #302 is a 3 bedroom 2 1/2ba townhouse on the 3rd & 4th floors with 3 lanais with spectacular view. Quick access to our beach and BBQs. This beautiful condo is filled with art work by local Hawaiian artists. Gourmet kitchen with new sub zero freezer....
New listing!+ Nā Pali Coast + Walk to Queen's bath
Experience paradise at this stunning 5-bedroom, 3.5-bathroom home, just minutes from the breathtaking Queen’s Bath in Kauai. Nestled in the heart of Princeville, this beautifully designed retreat offers the perfect blend of luxury, comfort, and island charm.This...
Foster Twr NEW REMODEL 1 BR/1BA Lanai 25th Floor Panoramic View Ocean & Mountain
NEWLY REMODELED: The panoramic Ocean & Mountain views from the huge wrap around windows from this top floor 1 bedroom 1 bath condo is amazing. Wake up and watch a beautiful sun rise. and then watch as the rainbows begin to pop up along the mountains. Have a cup of...
Aqua Palms Waikiki with Sea Views and WiFi, Parking Available
TMK 2-6-012-003 2022/ELOG-1168(LM)Welcome to your Deluxe (renovated 2020) Aqua Palms Waikiki studio with sea views, along with views over Fort De Russy Park and across to Diamond Head.Your Deluxe studio includes:* Comfortable King size bed* 42 inch flatscreen LCD tv...
3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!
Aloha! Renovated 1960s beach bungalow just steps from Kaanapali Beach! Peekaboo ocean views, beach cruiser bikes, and plenty of family-friendly features. Pedal & Dink! Use our beach cruiser bikes to roll over to the nearest pickleball courts and get your game on! About...
Waikoloa Villas A107: Tropical Oasis - On Golf Course near Waikoloa Beach Resort
Welcome to Waikoloa Villas A107 by Gather, a peaceful two-bedroom, two-bathroom ground-floor condo overlooking the 9th fairway of the Robert Trent Jones II–designed Village Golf Course. Located in the heart of Waikoloa Village at a cool 800-foot elevation, this...
Breezy Beachfront Getaway w180 degree Oceanview
This RARE CORNER Breezy OCEAN/SAND BEACHFRONT studio promises an unforgettable Hawaiian retreat - the perfect way to immerse yourself in tropical bliss.Luxuriate on a white sand beach or simply sit back and relax with the amazing blue vistas beyond two wall-size crystal...
PRIVATE&PEACEFUL - Unit in Lush, Tropical Complex
BRAND NEW, INDIVIDUALLY CONTROLLED, STATE OF THE ART SPLIT A/C THROUGHOUT.This modern and updated garden view 635 square foot unit is equipped with its own private lanai with lush tropical foliage right outside that adds to the peacefulness of this tucked-away ground...
Kanaloa | Unimpeded Views of the Ocean
Summary:Welcome to Kanaloa 2403, a serene 2-bedroom plus loft (that features additional sleeping space) condo with unimpeded views of the stunning blue ocean and the resort pool just steps away. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Wailea Beach Villas Luxury Four Bedroom Condo L109 Ginger And Palms
Features of our 3300 sq condo include: Two full master suites Second and Third bedroom can have two twins or king sized bedFourth Bedroom is queen sized bedWaterworks Bathrooms with large soaking tubStudio Becker Kitchen with 2 subzero refrigerators, Gaggenau Electric...
🏖️Great Golf Course & Ocean Views | 2 Bdrms + Loft | Convenient Location | vrKCV
vrKCV - Country Club Villas 302, Professionally Managed by Kona Coast VacationsThe Pineapple Princess – A Stunning Ocean-View RetreatWelcome to The Pineapple Princess, a beautifully appointed condo in the exclusive Country Club Villas. Overlooking the 18th fairway and...
Sugar Beach 316 Front Row Ocean Views in Beautifully Upgraded Beachfront Condo
Book with us and come to Maui to explore everything we have to offer!Beautiful oceanfront home with front row views. The best views on Maui with incredible sunsets from the Lanai (balcony). Upgraded unit with granite counter tops and glass back splash. This...
KRV 1612 Remodeled 2BD Kapalua Villa Ocean Views Heated Pools
Kapalua Ridge Villas 1612 Remodeled 2Bedroom Kapalua Villa with Breathtaking Ocean Views! Live Your Maui Dreams with Elegance. Relax and Recharge with Much Deserved Pampering FREE daily activities included with your stay value up to $1035! Complimentary admission, every...
Punaluu Paradise Beach House "real ocean front"
*** IN ACCORDANCE WITH LOCAL LAWS we do 1-rental per 30 days, although guest does not have to stay 30 days. **** inquire to host for information.Punaluu Paradise Beach House - located on the Windward side of Oahu. This country beach home sits just feet from the water...
Ocean Front Banyan Tree 304 - Spectacular views!
OCEAN FRONT JEWEL!You will think you're in heaven when you see the dazzling view from this 2 bedroom, 2 bath 3rd floor condo. Enjoy spectacular Kona sunsets, whales in winter, dolphins, and surfers just below at a famous surf break. Banyan Tree Condominium amenities...
Maui Resort Rentals: Honua Kai Hokulani 818 - Upgraded Top Floor 1BR w/ Partial Ocean & Mountain Views!
This beautifully upgraded top floor "penthouse" suite boasts one of the best one bedroom locations available at Honua Kai. Enjoy generous partial ocean views from the balcony and primary bedroom in addition to great views of the verdant West Maui Mountains. This suite...
KS 936 Spacious Penthouse Studio w Ocean Views AC Pool
Kaanapali Shores 936 Spacious Top Floor Studio with Ocean View, Perfect home away from home! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail,...
2 King Beds w/Loft ~Sunrise & Sunset Views ~Pool
This is It..!$15.71 Per Day Parking Charged by the Resort upon check-in. The Sunrise & Sunset Views from this TOP FLOOR Suite is SPECTACULAR. Enjoy the private Master Bedroom with King Bed, TV and en-suite bathroom. Relax with a cup of coffee on your lanai off the...
Studio 605 at the Waikiki Grand Hotel Hawaii
Legally permitted rental ☀Waikiki Grand Hotel®☀134 Kapahulu Ave #605⚕For your health and safety⚕we utilize additional Sterilization procedures between reservations.The unit is located in one of the most desirable and beautiful locations in Waikiki. This newly...
Kapaa Shore A201 Oceanfront - New Listing!
Kapaa Shore Resort Unit A201 Oceanfront 2nd Floor Oceanfront Resort Unit A201 on the 'Coconut Coast' Kapaa, Kauai Vacation Rental with **Pool Heated**Your Dream Vacation! 'Oceanfront' Unit A201 at Kapaa Shores offering a stunning ocean view with watercolor sunrises,...
Wonderful Maui Sunset Condo 1br 2ba, at Beachfront Resort!n
GREAT VALUE ON THE BEACH! WELCOME TO PARADISE ! We offer clean, sanitized and comfortable accommodation for our guests. Free Parking. Prep your gear --Windsurf/Kitesurf/Kiteboard right on our beach!! Very close to Paddle board and Surfing beaches. The best Sunsets on...
Live in Luxe Style w/Modern Kitchen, WiFi, Washer/Dryer–Kamaole Sands 10413
Unit 10-314 is a 1200 sf 2-bedroom vacation condo on the top floor with views of Kamaole Beach Park III (both elevator and stairs are available). Stylishly decorated with island charm, this unit offers air-conditioning, WiFi, mounted flat screen TVs in the living room...
Mana Kai Maui Resort condo with WiFi & private W/D - waves await
Mana Kai Maui Resort 602COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Awesome private studio w/AC one block to Sunset Beach
This is a great studio with private back yard and lanai. Comes with a queen bed, couch that pulls out to a bed, fully stocked kitchen, bathtub, and gas grill. Laundry is on-site, and gated parking for your car. Newly installed split AC system is heavenly!There are beach...
Studio With Full Kitchen In Waikiki! Just Minutes To The Beach!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 10/24 - 1/14/26 and painting work is currently scheduled from 7/13 - 8/7/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...