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.
Tropical oasis with A/C
If you are looking for a newly renovated cozy, comfortable condominium that comfortably sleeps 6, look no further. Our condominium is located in one of the finest communities in the heart of Waikola, called Hali’i Kai. Hali’i Kai is the only community with an ocean...
GROUND FLOOR, RENOVATED, AC ALL ROOMS, PICKLEBALL COURTS, AND STEPS TO BEACH
Very spacious 3 bedroom 2 bathroom condominum located in Building 5 at the Kamaole Sands Resort. BRAND NEW AIR CONDITIONING SYSTEM FOR ALL ROOMS THROUGHOUT JUST INSTALLED!!! BRAND NEW GORGEOUS RENOVATION. First floor very private corner unit with everything on one...
Hilo's Newest Richardson's Beach Park House. Best Loc. Snorkeling, Turtles.
House fronts best beach park in town of Hilo: snorkel, swim, paddle board, kayaks, boogie boards, BBQ. All provided free. Most family friendly! Keiki (child) pond in front of house where Hawaii's children learn to swim.This is a large 2,400 sq. Ft. House with two...
🏖️Walk to Keiki Beach! Spectacular Oceanfront | Unbeatable Views & Location | vrKCV
vrKCV - Kona Bay Estates 23, Professionally Managed by Kona Coast VacationsSpectacular Oceanfront Retreat with Unparalleled Views!Indulge in the ultimate island lifestyle from this oceanfront home, where breathtaking views of the Pacific Ocean greet you daily. Imagine...
Oceanfront condo with lanai, pool, hot tub, WiFi, central AC, W/D & amazing view
The Sea Village #1302Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you're on Hawaii to scuba dive or night snorkel with mantas, whale watch, hike the many natural areas, or...
Amazing Remodeled Oceanfront Escape – Makena Surf F-202 with Spectacular Views!
Makena Surf F-202Discover the serenity of oceanfront living at Makena Surf F-202. This beautifully appointed second-floor condo offers panoramic views of the Pacific, refined interiors, and direct access to one of South Maui’s most exclusive beachfront resorts....
FRONT AND CENTER!!! OCEANFRONT WEST MAUI LOCATION. STEPS TO THE BEACH!
Come stay in our luxurious 3rd FLOOR, WRAP-AROUND CORNER OCEANFRONT condo, and you will never want to leave! It is very spacious, with 1400 sq ft inside, consisting of 2 bdrm 2.5 bath and is fully furnished with TWO Faily new AC UNITS. The condo is located right on...
Lovely oceanfront getaway with fast WiFi, pool, & ocean views
Mahina Surf 215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha, and welcome to Mahina Surf unit 215! Come in, enjoy, and celebrate all this home and fabulous property have to...
Lae Nani 331 has a Commanding view and TWO lanais. One of the most requested at Lae Nani
This fantastic end unit on the top (third) floor allows the best ocean views from both lanais at Lae nani and the condo is closest to the pool and the ocean. Arguably, the best ocean view on the island, this condo has 150-degree views allowing sunrise AND sunset...
Family Friendly, Garden & Ocean View, Steps to Beaches, Pool, Spas, Tennis & BBQ
Our South Kihei condominium is clean and comfortable, with a beautiful garden and ocean view. We've updated a number of important essentials: fully remodeled bathrooms with granite countertops and walk-in showers; new flooring in living room and bedroom; new pullout...
UNIT #111 ~ Deluxe Garden View ~ WASHER & DRYER ~ Ground Floor Unit ~
Aloha,Welcome to UNIT #111 (Building 18) This condo is a" deluxe garden view" unit on the ground floor, it has a great "plantation feel" and it has a level entry with no stairs and easy access to parking. This 1 bedroom condo sleeps 4, a king size bed is in the bedroom...
Poipu Dream Location only 3 Houses from Poipu Beach Park!
Walk 100 yards (one minute) and you are at Poipu Beach Park! Just step from the blue waters of the Pacific off Poipu Beach. The Hibiscus suite is a spacious garden studio in the Hale Pua Villa House at Beachside Poipu with full kitchen, king size bed and entertainment...
Beachfront, Sweeping 14th Floor Ocean Views, Washer/Dryer, A/C, Wi-Fi!
Waikiki Shore #1408 – 2161 Kalia Rd.NEW TO OUR INVENTORY! You'll delight in the spectacular ocean view from this beautiful one-bedroom condo (706 sqft) right on the beach in Waikiki! Just imagine stepping right from the building onto world famous Waikiki Beach! After...
Elegant Ocean-Front Penthouse, #616
This ocean-view top-floor condo offers all of the comforts of home in a tropical paradise setting. You've traveled a long way for your Maui vacation, so who not make the most of it at this ideal South Maui location? Enjoy breathtaking sunsets and watch sea turtles...
Great location, Kapalua, spacious 1-bedroom, views, walk to beach, golf, spa
Welcome to an upgraded Kapalua Bay Villa #37G2! Ideal for a family with kids or a couple's vacation! Ground floor, spacious unit - almost 1,000 sq. ft. - 1 bedroom, 1 bathroom with two vanities, and a walk-in shower. Cal King in the master bedroom, a Queen sleeper...
ANY CLOSER U'D BE WET, OCEANFRONT, GROUND FLOOR! ~25 FT 2 OCEAN, STEPS TO BEACH
. . . . . . . . . . . . . . . . . . WELCOME TO SUNSET CENTRAL! . . . . . . . . . . . . . . . . . . At Sunset Central YOU ARE SO CLOSE YOU CAN FEEL THE OCEAN! As soon as you walk into SUNSET CENTRAL you take a deep breath and start to smile. You are seeing the incredible...
Secluded farmhouse nestled in banana grove, ocean views
This breezy plantation-style home offers beautiful views of our bustling organic farm and the Kona coastline beyond. Tucked way among banana and mango trees, this private custom 2 bedroom/2 bath home boasts comfortable Cal King beds, fresh linens, vibrant plants,...
Escape to Paradise – Your Dream Wailea Getaway Awaits!
Welcome to your tropical retreat at Grand Champions Villas in Wailea, where luxury meets tranquility. Imagine unwinding in the hot tub while watching the breathtaking sunset over the Pacific, or recharging with a delicious dinner on your private lanai as the evening...
★ Beautiful house on Ali'i Drive, walk to “MAGIC SAND BEACH”★🐬
Beautiful private home close to MAGIC SANDS beach! FABULOUS ALI'I DRIVE LOCATION! GREAT OCEAN VIEWS! WALKING DISTANCE TO MAGIC SAND BEACH! If you are looking for a home away from home for some family fun and beach time, this is your place! Panoramic ocean views, quiet...
*OCEANFRONT* *UPGRADED* *STUNNING VIEW* Kamaole Nalu 506
Stunning ocean views from the lanai of your oceanfront condo.Just steps away from beautiful Kamaole I & II beaches, a wide range of restaurants, shops and activities make this convenient location a perfect choice for your Maui vacation. Listen to the rhythm of the waves...
Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching
Oceanfront 1 bedroom, 1 bath, completely renovated condo. Magnificent ocean views, steps to the ocean. Perfect whale watching location from your lanai. Quiet, central Maui location. Easy access to Paia, Lahaina, Kihei, Wailea/Makena. Sugar Beach is 5 minute walk from...
Hale Hui Kai 208 - Ocean View Luxury Condo on the best beach on Maui, Split AC!
Hale Hui Kai is one of Maui's hidden gems sitting directly on the sand on Keawakapu (Kay-Ah-Vah-Kah-Poo) Beach; arguably one of the best beaches on Maui. Hale Hui Kai 208 sits just a few steps from the beach and away from the road offering peaceful views of lush...
Hana Homestead by the Beach
Hana Homestead is our eco friendly home in the heart of Hana town. The spectacularocean views, large decks, new hot tub and inferred saunaandmodern rustic elegance of this unique home is just the beginning.A3 minute stroll will bring you toHana Bay, and beach park.You...
BIG ISLAND BLUE MAKAI, Oceanfront 2BR in Puako! Beautiful sunsets in paradise
SUMMER SPECIAL!JUNE 1ST THROUGH SEPTEMBER 30TH, 2025: STAY 7+ NIGHTS GET 1 NIGHT FREEBlue Makai has a sense of spaciousness on the property with a large yard and shoreline access. Trees just above the water’s edge offer shade for enjoying the sights and sounds, balmy...
3 Bed 3 Bath Suite in Sunny Poipu with Modern Stainless Kitchen AC, Pool & Gym
Our Moku Hale, or “Island Home,” is peacefully nestled on the Kiahuna Golf Course with stunning views from each private lanai; the front lanai has a picturesque view of the lush mountains and golf course, while the large back lanai has an expansive view of palm...
Family sized condo minutes walk from beach and golf course in Ko Olina Kai.
HOA rules (for ALL residential condos in Ko Olina, not just ours!) restrict rentals to 1x/30 days and Hawaii State Laws requires stays of 30 days or longer.This comfortable and spacious villa can accommodate 6 guests in a gated community with its own private pool. it is...
@ Marbella Lane - 2 master suites | MT+Ocean Views
Summary:Make beautiful memories in this spacious 4 BR home with 2 master suites, located in a gated community with 24 hours security. It is within the greater Waianae area, right in the heart of the Makaha Valley. On the Leeward side of Hawaii where the Ocean Trade...
Welcome back to Maui, Gorgeous Ground Floor 2bed2bath, wrap around lanai K139
Aloha and welcome to Maui,Gorgeous large 2 BR/2BA condo on the first floor* Very convenient* steps to the pool* Konea 139**Beautiful tile floors**We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom...
Spacious remodeled town home, beach access,quiet prime location in Princeville
Private town home set in the in quiet prime location. Beach access is private with fabulous views and easy walking . truly the best beach access in Princeville area. Close to all favorite beaches.The bonus is we are 2 minutes from Princeville town center (grocery, shop...
AS SEEN ON HGTV BEACH HUNTERS! Oceanfront, Amazing Whale Watching and Snorkeling
Welcome to Koni Kai, Hawaiian translation: Passionate Sea. Koni Kai is a beautifully designed, very comfortable oceanfront home. Considerable time and effort has been spent to ensure Koni Kai is equipped with everything one might want/need while on vacation. Koni Kai is...
Enchanting oceanfront condo with pool, lanai, and washer/dryer - golfing nearby
Kona Riviera Villa #104Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Aloha and welcome to a perfect Hawaiian getaway on The Big Island! When you're not playing along the white...
THE BEST KEPT SECRET ON MAUI !!! LITTLE PEACE OF PARADISE
OUR LITTLE PIECE OF PARADISE-NO ELEVATORS OR SHARED SPACE SO VERY SAFEThis beautiful one bedroom, one bath condo is like home away from home. The warm tropical décor immediately puts you in the 'Maui Mood'. It is located in the heart of Kihei, away from traffic noise,...
Island Oasis Near Kaanapali Beach & Black Rock
A slice of paradise awaits at this West Maui vacation rental in Maui Eldorado Resort! This 2-bedroom, 2-bath Kaanapali condo has an authentic Hawaiian theme with easy access to Ka’anapali Beach and Black Rock, making it the perfect place to create unforgettable...
Includes Beach Gear. Bay Club 622 Waikoloa
This vacation rental is professionally managed by ResorticaHawaiiBay Club at Waikoloa 622Please scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: King BedAmenities:Beach Equipment: All of our vacation rentals include beach...
Gorgeous full ocean view! Short walk to beach! Free Parking! Sleeps 6
Waikiki Park Heights #2101 – 2440 Kuhio Ave.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Soak in the gorgeous full ocean view from this stunning 3-bedroom/1-bath condo in the heart of Waikiki! Located an easy 5–10-minute stroll from the best...
Royal Mauian Oceanfront, Fabulous View!nMay Specials!
After a long trip to get to Maui, it is wonderful to walk into the condo and be wowed by the view. You are right on the ocean. On the 2nd floor, you are looking directly at the water. I think everyone heads to the lanai immediately. Unpacking can wait. You can enjoy the...
Beautiful, newly remodeled ground floor unit at Kiahuna Plantation
This condominium has one of the best locations at Kiahuna Plantation in beautiful Koloa, Kauai. It is a ground floor unit with no stairs. It is considered to be a “garden paradise” view. It overlooks the twin bridges with fabulous landscaping. Birds of paradise,...
Kona Bubbles: Pristine Luxury 4 bedroom Home with Amazing Pool & Oceanviews!
'Kona Bubbles' is a gorgeous home in gated Meilani View Estates with ocean views just above Kailua Kona. Recently finished in 2016, this custom built 4 bed, 4.5 bath home offers almost 3000 sq. ft. of roomy interior space including a detached guest suite/ garage combo &...
Penthouse oceanfront views of the jewel blue Pacific, whales, stunning sunsets
Sixth floor, 2bedroom / 2 bath oceanfront unit with extra large lanai with patio dining table, 4 chairs and two loungers, well equipped gourmet kitchen with skylight. Comfortable, deluxe furnishings throughout the unit with HD Cable flat screens in the living room and...
Just another day in Paradise!
The Palms at Wailea #1305 is a beautiful 2 bedroom 2 bath air conditioned condo located on Maui's sunny, southwest shore. From the lanai, you have a spectacular ocean view to the west, the impressive Haleakala volcano to the east with and incredible, colorful gardens...
Davidson Point Oceanfront Estate by Destination Kauai, Sunset Views, Heated Pool, AC
TVRNC-1099E Komo Mai, Welcome to Davidson Point Beach House!Experience the peace and tranquility of this oceanfront estate size lot offering privacy and a front row seat to the surfers at Davidson's Surf Break. Enjoy views of the island of Ni'ihau in the distance and...
CROWN JEWEL PENTHOUSE D406! UNFORGETABLE OCEAN VIEWS!
UNIT D406: THE CROWN JEWEL PENTHOUSE AT WAIPOULI BEACH RESORTIf location and view are important to you while spending your vacation time at Waipouli Beach Resort, it doesn’t get any better than this….Unit D406 is a Top Floor Penthouse perched in the CENTER of the...
Hanalei Bay House - Large, luxurious beach home! TVNC-5099
“Even more beautiful than I imagined!” will be your first thoughts upon checking into the Hanalei Bay House. There is no better way to experience Hanalei than from this exquisitely detailed home located steps from the world famous Hanalei Bay and a short stroll to...
Beautiful Ekahi13F! Spectacular views, easy access to pools and the beach!
Our privately-owned, 1 bedroom 2 bath, second level condo has been renovated and updated with custom built-ins and new electronics, appliances and AC units. It is situated on the upper floor of building 13, on the quiet green belt leading down to the main pool and...
Lae Nani 514 is Closest to the Beach. Walk Out Your Door a Few Steps, You are at the Ocean!
Feels like home but ON THE BEACH !!! Listen to the sounds of the surf and enjoy sunrise AND sunsets from the lanai.This ground floor condo has easy beach access, while being set away from the parking lot for less noise disturbance.You will not find a condo closer to the...
Oceanfront home on one of the most popular beaches in Kauai!
Centrally located fully equipped oceanfront beach cottage. This is Hawaii at its best!Our home is fully stocked for fun with board games, body boards, beach toys. We also provide free beach towels, chairs, umbrella, cooler. FREE airport shuttle, wifi, A/C each room,...
Romantic waterfall cabin in the rain forest
Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our...
Sale!! Gorgeous 3BR 2BA Villa in Wailea, With Ocean🌊 and 🌅 Sunset Views
Location and views are everything when it comes to this home. Only a short walk to some of the most beautiful beaches in the world. Nestled in the heart of Wailea, most would consider to be the most beautiful and prestigious area of Maui. This RARE 3 bedroom villa has...
Captain's Quarters Cottage on Kamuela's Nob Hill
Enjoy the cool setting of Kamuela. Located in the famed hub of Parker Ranch the beloved central point of verdant cattle country rich in Island history. Located on one of the hillsides above Kamuela town, this Cozy Chateau style cottage sits near the top of the hill...
Includes Hilton Pool Pass for thru June 2025. Waikoloa Colony Villas 2705
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Colony Villas 2705Please scroll down for detailed informationPLEASE NOTE: There is ongoing construction in the adjacent resort area nearby Building 27. Work generally occurs 7:30am-3pm...