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.
Wailea Elua Village 2401 - 1 Bedroom Ocean View Condo
Completely renovated in 2019, Wailea Elua 2401 is a stunning vacation condo that features a large private wrap-around lanai with breathtaking ocean views. This beautifully designed rental offers a serene indoor/outdoor living space, perfect for enjoying Maui\'s...
Maui Resort Rentals: Honua Kai Konea 350, 3BR w/ Direct Oceanfront Views + B.B.Q. on Balcony!
Upon first entrance to Konea 350, you will realize that you have selected a truly exceptional three-bedroom oceanfront residence. Peace and tranquility greet you, along with vistas of the Pacific, in the closest three-bedroom stack to the ocean in the Konea Tower. In...
Maui With a View - 13th Tee!!
6 GUESTS PER RENTAL MAXIMUMLOCATION, LOCATION, LOCATIONWelcome to the FRONT ROW of the Kaanapali Plantation! It's all about location, and this condo is located in the FRONT ROW of the Royal Kaanapali Golf course at the 13th tee, providing an unobstructed view of the...
Gorgeous Penthouse w/ AC, Steps from the Beach!
Newly updated unit w/ AC. Historic plantation-era Hawaiian style right by the ocean. Very romantic and relaxed place, great for your next Ohana getaway, for honeymooners, and anyone who wants to enjoy the Garden Island of Kauai. You will find just about everything that...
Enjoy ocean views at lovely 2bd condo
Step inside Papakea J202, a 2-bedroom, 2-bathroom condo that offers AC and flat-screen TVs in every room. This condo can accommodate 6 guests. The master bedroom features a comfortable king-size bed with wall-to-wall windows, flat screen TV, and an ensuite bathroom with...
Tropical garden view Wailea condo
Grand Champions 8 is a 2 bedroom, 2 bathroom condo featuring amenities such as a private lanai, air-conditioning and a washer/dryer. Located on the 3rd floor, this condo can comfortably accommodate up to 6 guests with a King-size bed in the master bedroom, a Queen-size...
Plantation Hale Suites H7, AC, Walk to town, Near Beaches, Comp Wifi
NOTE: Rates Automatically Discounted from September 15 through December 2025 due to construction repairs on various H-building decks during this time. We apologize for the inconvenience. Work Hours: Monday–Friday, 9:00 AM–5:00 PM.Welcome to Plantation Hale Suites Unit...
❤️PiH❤️ OCEAN POINT ★ Walk to Beach Club ★ Steps From Ocean ★ Bikes
Brought to you by Paradise in Hawaii Luxury Homes.Ocean Point is an elegant and newly remodeled upper-level condo with 2 bedrooms located in the prestigious Mauna Lani Point. The home overlooks world-renowned Mauna Lani South course, a large water feature and Hualalai...
Bright Corner Condo w/AC, W/D, DW, Parking, Wi-Fi! Sleeps 4. 30-Night Min
Four Paddle #1001 – 2140 Kuhio Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)You'll find so much to appreciate about this air-conditioned newly furnished contemporary 1-bedroom corner condo (577 sq.ft. plus lanai) on the cooler mountain side of...
Tropical Oasis
Enjoy Hawaiian living in this spacious 2 bedroom, 2 bathroom, 2nd floor condo with an ocean view. Large lanai overlooks the eighth fairway of the Kona Country Club. This unit does NOT have air conditioning. Each room has a ceiling fan and there are 4 floor fans. This...
Paradise is Calling...So is the Sun, Sand, Sea&Tropical Breezes-Kihei, Maui B406
THIS CONDO IS NOT ON THE MINATOYA/SHORT TERM RENTAL LIST.FEEL FREE TO BOOK LONG RANGE VACATION AS WE WILL BE HERE.We would like to share our spacious Paradise home with you. It is comfortable, fully furnished and it is fun!! Enjoy your breakfasts and dinners on the...
Princeville Condo w/ Private Sauna ~ 2 Mi to Beach
Experience the perfect blend of oceanfront adventure, outdoor exploration, and tranquil relaxation when you stay at this 2-bedroom, 2-bath vacation rental. With a fully stocked kitchen, welcoming interior, and a central location surrounded by the area's top attractions,...
The Perfect Spot for Your Dream Vacation!
**Nohonani 402 – Your Oceanfront Paradise**Welcome to Nohonani 402, a stunning 2-bedroom, 1.5-bath unit on the fourth floor, featuring vaulted ceilings and breathtaking ocean views. Enjoy the panoramic vistas from the kitchen, dining areas, living room, and master...
Paradise retreat! Plunge Pool, Hot Tub, AC & Water Gears!
Tropical Paradise in Princeville’s most desirable neighborhood tucked between golf course and the ocean, across the Queens Bath. Two-level house with 3 bedrooms, den and nook can accommodate 11 people. Bali style furniture and all memory form mattresses. equipped...
Spectacular Ocean Front location! Everything a Beach vacation should be! AC!!!
Newly installed Central Air-conditioning! Ocean views along with Mountain views right on the beach! In Kihei, you can not be any closer to the beach! This building is maintained like a resort! From the soft golf grass turf to the beautiful pool you feel like you are in...
Beautiful Pool with Stunning Ocean and Sunset Views
🏝️Come and enjoy an oasis on the slopes of the Kona Palisades! Near Kailua-Kona town and just a 5 minute drive from the Kona International Airport, indulge in the warm Hawaii sunshine while lounging around the stunning private, solar-heated pool complete with a gazebo...
Reduced Rate! 3 Bdrm Townhome Near Beaches & Golf with A/C
This 1,874 square foot luxury townhome in Princeville’s Nihilani Community is elegantly furnished, with three full bedrooms and 2.5 baths, including a Jacuzzi tub in the primary bathroom.The generously stocked gourmet kitchen, featuring granite countertops and a central...
Special Rate! Ocean Front! Valley Isle Resort 708
This spectacular 2 bedroom/2 bath upgraded condo is directly oceanfront on the 7th floor just steps to the beach, conveniently located on Maui's West Coast between Kaanapali and Kapalua. This unit has breathtaking views of the ocean and neighboring islands of Moloka'i...
*Kana'i A Nalu 119* Prime Beachfront Maui Condo!
This prime ground-floor unit is just 30 feet from the ocean with a private walk-out lanai boasting gorgeous views of the surf and Haleakala Volcano to the east! The primary suite features a comfy king bed and ensuite bathroom with a walk-in shower and a guest suite with...
PARADISE FOUND!!! 2 BEDROOM CONDO .OCEANFRONT WEST MAUI LOCATION
In the heart of Kahana lies a serene 2-bedroom retreat that's waiting for you. Nestled just minutes from the stunning Kaanapali Beach and the serene Napili Bay, this property offers a prime location for your Maui getaway. There is a swimmable beach with plenty of sand...
Ocean Theme+View! Island Decor, Kitchen+Bath Updates, WiFi–Kamaole Sands 9409
Join us under the sea in this 1,200-square foot two-bedroom with loft vacation condo located on the 4th floor with a central AC system. From the ocean artwork at the entryway, to the charming sea décor adorning the unit, Unit 9409 seems like the perfect match for this...
One bedroom Vacation Condo on West Maui - C2
Enjoy the Lahaina side in comfort! One Bedroom, one bath Condo furnished Island Style. Great location across from beach park! Next door to farmers market, coffee house, historic church, and walking distance to many great beach spots! Great beaches for swimming, sunning,...
Beautifully Remodeled! Top Floor and Near pool! Palms at Wailea 304
If you are looking for a perfect getaway in paradise, this is it! This luxury Palms at Wailea unit is located near the spectacular pool and Jacuzzi and all the amenities this popular complex affords.This spacious fully air-conditioned two-bedroom two-bath unit is...
Colorful home with Hanalei waterfall & mountain views, & AC in bedrooms
Hanalei Waterfall House TVNC#5120Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Colorful Home with Hanalei Waterfall & Mountain Views, w/ AC in BedroomsTake refuge in your own...
Remodeled ONE BEDROOM in the Maui Vista. Beach across the street!
Maui Vista is located across from Charley Young Beach (Kam 1)Fully furnished condo, including full Kitchen, in-condo washer/dryer, large refrigerator, air conditioner, new Smart TV ,cable and WiFi internet. One Bedroom has a Queen size bed with ceiling fan and air...
Remodeled Family-Size Condo with Fantastic View of the Ocean and Pool
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our fully remodeled three-bedroom Poipu condo here (Makahuena 2309) has a fantastic view of the ocean and pool. The layout is ideal for up to 8...
Large Home With An Amazing Kitchen In Princeville.
Mapu Place is a bright spacious 3-bedroom home in Princeville. Its open floor plan and vaulted ceilings gives a large welcoming feeling. There are wood floors throughout the great room and bedrooms. The bathrooms and kitchen have lovely travertine tile. There are...
Elegant Condo! Best Location - Exceptional! *Legal Rental NUC No. 90/TVU-0562
Come to the country and escape the crowds! Enjoy the fresh clean air on the North Shore! This unit is situated in a wonderfully convenient location on the West side of the Kuilima Estates complex. The bathroom was just renovated with a brand-new standup shower and fresh...
Ma'alaea Surf, Unit F5 2 BR Beachfront Condo, AC, Wi-Fi, Pool, TV
Ma'alaea Surf, Unit F5 is a beautiful townhouse unit situated on the second floor offering guest total privacy and wonderful views. With the latest in contemporary upgrades, this gorgeous unit features a fully furnished modern kitchen and the convenience of a second...
Hale Kai | Pampered Ko Olina Villa
Summary:Welcome to Hale Kai in Ko Olina! If you enjoy panoramic ocean views and tiki-lined pathways to white sand beaches, Ko Olina Kai is the paradise for you. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Once you're finally able to...
Hilton Waikoloa pass for 2025. F2 Waikoloa Beach Villas
Waikoloa Beach Villas F2Please scroll down for detailed information: Hilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton Waikoloa Pass is...
kksr#9304 Remodeled top floor unit with loft, beautiful ocean views
Welcome to the Listing Page of Keauhou Kona Surf & Racquet Club,#9-304!This spectacular top floor unit truly is a gem in the development. This spacious premium unit has an impressive 1,170 interior square feet, featuring 3 bedrooms & 2 bathrooms. The property has...
Beautiful Hawaii Big Island Vacation Villa - 3BR 2.5BA Vacation Home in Paradise
Welcome to Hale Aloha, a vacation villa in The Waikoloa Colony Villas on the sunny Kohala coast on Big Island Hawaii. Arriving at the resort complex, you will be welcomed into a lush landscaped resort surrounded by palm trees, scenic lava rocks and views of majectic...
Enjoy Panoramic Ocean Sunset Views From Your Private, Gated Residence
Luxury Vacation Rental Residence with High-End Furnishings. In a tranquil residential pocket in the Hawaiian paradise of the Big Island, you’ll discover one of Kona’s premier luxury properties. E Komo Mai is a sophisticated, modern, 5-bedroom residence that contrasts...
True oceanfront L204 w/180° amazing views now thru 2025 at low rates from 225.
This ocean front Condo L204 is one of a select few condos available on Maui featuring direct panoramic ocean and neighbor island views, and very close to gorgeous north Kaanapali beach. The beach stretches out for three miles making for a beautiful walk, a snorkeling...
Maui Resort Rentals: Honua Kai Hokulani 101 – Crown Jewel Ground Floor 3BR, Oceanfront Views + Outdoor B.B.Q + Huge Lawn Area!
Offering the pinnacle of ground-floor resort living, this Honua Kai crown jewel showcases a premier interior oceanfront corner location, set in the closest column to the ocean in the entire resort. Its elevated position provides the rare best of both worlds: the added...
#1 Kaanapali Beach, Ocean View MER K218
Located at the beautiful Kaanapali Beach Resort, enjoy this privately-owned new ocean view studio K218. Top floor. Enjoy amazing sunset views from your bed or the lanai. Relax in this comfortable and tropical suite condo with new wood flooring and living room sofa and...
Kuleana Condo with Unobstructed Oceanfront Views
Building 5. Unit 516. 3rd floor. Kuleana provides the perfect combination of relaxation and recreation within a 4 acre oceanfront and garden setting. Pool, BBQ`s, and putt putt green. There is no elevators in the Kuleana community. Incredible snorkeling/diving in front...
Mana Kai Maui Condo - Right on the Beach!
Need a vacation? Is Hawaii calling you?Our 2-bedroom Mana Kai condo is fully equipped with everything you need and is great for families. It has a full kitchen, split A/C in both bedrooms, and an open living room with sliding glass doors that lead to a spacious lanai...
Moana Imaku - Ocean View Home w/ ADA Features
Aloha and Welcome to Moana Imaku! Come and enjoy your Hawaiian getaway in a lovely, spacious, light filled home all your own. In creating this vacation home it was important for the owner to build a place that could be enjoyed by all, including the differently abled....
Oceanview Top Floor Condo, with Internet Access.
This bright, yet cool, condo has a private lanai that offers a view of both ocean and mountains. In addition to being right across the street from one of Maui's best swimming beaches, you will enjoy being close to grocery stores, shops, movie theater, restaurants and a...
Ground Floor large one bedroom Unit 112 Steps to beach
Welcome to Ka'anapali Shores #112Beautiful upgraded one bedroom one bath with open floor plan. First floor condo with 11 foot ceilings* Fabulous Kaanapali Shores, AAA triple diamond rated resort on world famous Kaanapali Beach*** Gorgeous luxury laminate floors**This...
Direct Ocean View. Top floor 2 bedroom with loft. End Unit. Wrap-Around Lanai.
Your dream vacation awaits, beginning with this lovely 2-bedroom plus loft at Kona Makai!Located on the top floor, enjoy spectacular ocean views and breathtaking sunsets from the wrap-around lanai which provides ample seating for your group. Air conditioning units in...
Maui Resort Rentals: Honua Kai Konea 332 – Luxurious Corner 2BR w/ Delightful West Maui Mountain Views!
Maui Resort Rentals is proud to bring you this extraordinary 2BR Mountain View Suite at the Honua Kai Resort, newly launched on 1/17/2025 to start taking reservations for check-ins on 3/7/2025!Konea 332 is a remarkable 2BR/2BA suite boasting a spacious corner location...
Sweeping Unobstructed Ocean Views, Luxury Beachfront Condo, Wonderful Lanai
Address for this Condo: 800 S. Kihei Rd #201, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out***This condo is the Maui life of luxury you have been waiting for! Welcome to Koa Lagoon 201, a stunning ocean-front condo that has been fully...
Maui Resort Rentals: Hyatt Residence Club – 3BR Oceanfront Upper Floor VIlla
Three-Bedroom Oceanview with Unrivaled Luxury at Kaʻanapali's Newest, Most Exclusive Resort. Perched upon Ka'anapali, one of the world's most beautiful beaches, is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling tropical paradise, families...
Maui Resort Rentals: Honua Kai Hokulani 536 – Ocean & Mountain Views w/ King Size Balcony!
Hokulani 536 is a luxurious two-bedroom ocean view corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains.The generous 1240 sq ft interior...
Kapaa Shore Resort A101, Oceanfront, King Bed, Ground Floor, End Unit, AC
Kapaa Shore Resort Unit A101 on the "Coconut Coast", Kapaa, Kauai Oceanfront Vacation Rental. One bedroom, one bath, Oceanfront, ground floor unit with 612 square ft. of living space. Accommodates up to 4 guests, including children and infants.California King Bed and...
Kona Reef F11: Oceanview Condo w/ Shared Pool, AC & Lanai Views
Welcome to Kona Reef F11—an inviting oceanfront retreat in the heart of Kailua Kona, HI. This beautifully appointed 1-bedroom condo sits just steps from the shoreline and offers stunning ocean and pool views from your private lanai. With 651 square feet of thoughtfully...
Ko Olina Beach Villas B102: Gourmet Kitchen & Tranquil Lanai w/Ocean View
Ko Olina Beach Villas B102 welcomes you to a ground-floor retreat that blends the comforts of home with the luxuries of a private resort. Tucked within the secure gates of Ko Olina’s Beach Villas, this two-bedroom, two-bath villa offers direct access to lush lawns,...