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 Resort Rentals: Honua Kai – 5 Total Bedrooms, 9th Floor Stunning Deluxe Ocean and West Maui Mountain Views!
This phenomenal nine-floor offering pairs two kitty-cornered residences for nearly 2800+ sq ft of combined interior living space. Your group will enjoy five luxurious bedrooms and bathrooms, two modern kitchens, and two expansive lanais featuring unparalleled views of...
Puako Beach Luxury Oceanfront Home- 3 Guest Suites
Say aloha to this gated oceanfront retreat! Beach access is a short 5-minute walk away, but your vacation begins as soon as you step on the grounds of this stunning property. Upon arrival, you’ll be greeted by a beautiful entryway of Balinese design. Once inside,...
Stunning Modern Condo Across Street from Turtle Beach, Learn to Snorkel or Surf!
Beach Villas at Kahalu’u is one of the newest condo complexes built along the lush Kona Coast on Alii Drive. It is located directly across the street from historic Kahalu’u Beach Park. Hawaiian people once fished and surfed here, and chieftains bathed in pools that...
Kolea 6E ~ Oceanview Three Bedroom Kolea Villa
Along with ample living space, Kolea 6E offers a nice ocean view of A'Bay over one of the few vacant lots remaining at Kolea. This villa is great for families as well as those just looking for a peaceful getaway in Hawaii.As you enter the villa you will be astonished at...
Mahana 1204 Oceanfront Penthouse. Top floor whale watching - direct beach access
1204 has it all: luxury accommodations with panoramic top-floor views, beachfront, and direct beach access.Experience the ultimate Maui getaway, perfect for small families and couples. Whether celebrating a romantic honeymoon, special anniversary, or birthday, unit...
Ultimate Luxury,Ocean Views,Walking Distance to Beaches!Kapalua Bay Villa 33B3-Quam Properties
Welcome to Kapalua Bay Villa 33B3, your private slice of paradise where the ocean greets you from every room and the spirit of Maui surrounds you in comfort and style. Perched above the sparkling waters of Kapalua Bay, this 1,750-square-foot luxury townhouse villa...
Top Floor, Retreat w/Mtn Views & Beach Access, 1538
Unit 1538 is a cozy and inviting retreat perfectly suited for a relaxing getaway. This spacious studio features a comfortable king-sized bed, a full kitchen, a washer/dryer, and a large bathroom with a walk-in shower. The room is also equipped with a large flat-screen...
Ocean Edge Bliss w/Island Decor, Kitchen Ease, Lanai, Flat Screen, WiFi–Kaha Lani 327
Castle Kaha Lani Resort #327 - Comfy and casual, this 739 sq. ft. suite boasts a Pacific Ocean view that’s hard to beat! End a dreamy Kauai day with cocktails and fresh catch prepared to perfection in the full kitchen. Touches include a flat screen, WiFi, ceiling...
New Listing: Bright corner condo in Kihei
New Listing! Sunlit Corner Penthouse in Kihei – Maui Banyan P409Escape to paradise in this bright and breezy 1-bedroom, 1-bathroom corner unit penthouse condo at Maui Banyan, ideally located in sunny South Kihei. Nestled on the top floor with elevator access, this...
Poipu Sands 126 By Parrish Kauai
Our luxurious Kauai vacation rentals at Poipu Sands offer spacious layouts, large covered lanais, a private heated resort swimming pool, community gas BBQs, on-site tennis courts, and more.Centrally located in Poipu, adjacent to the Grand Hyatt Resort & Spa as well as...
Magic Sands Ocean Front Condo. Kailua-Kona
This studio is oceanfront with stunning views. The popular Magic Sands beach is right next door. Bar and restaurant downstairs and bike rentals across the street. Close to Kailua-Kona town and other popular beaches including the famous snorkel beach Kahalu'u.This unit...
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BEDExperience true oceanfront at low welcome back pricing!Recent Cal KING bed and appliances!MK806 is an oceanfront studio condo apartment with a perfect ocean view that has been completely...
Oceanview Kihei Akahi D210: Updated 1BR/1BA, Perfect for everyone!
Unit D-201 has been completely remodelled and refurnished with modern, beachy decor. Fully renovated kitchen is wide open and includes views from the large, stone island and is fully equipped for the home chef! Dining table for 4 inside is perfect for game night....
New! Luxury Split-Level Retreat at Pili Mai
Luxury Split-Level Retreat at Pili Mai #15E | Poipu ParadiseProperty OverviewWelcome to this stunning split-level home at the prestigious Pili Mai Resort in sun-soaked Poipu, Kauai. This immaculately maintained 3-bedroom residence offers the perfect blend of Hawaiian...
Luxury Beachfront Home in Haena AC, Pool TVNC5141
Mana Kauai Island Vacations Presents Holo Makani! The gated estate of Holo Makani is located in the sand on a dramatically beautiful and pristine beach on Kauai's North Shore coast line. Enjoy the lull of the ocean and the gentle trade winds coming in off the water...
Ocean View - King Bed✨nSelf Checkin and Out - Private Entry and Private Lanai
For The Island Adventurer✨Vast Ocean View!Facing the Pacific Ocean & Kailua-Kona Bay*Private Entrance*Self Checkin/Checkout*King Bed 4" topper - 30” elevated w/step up*Lanai/Patio ~ Outdoor Shower with Hot H20*FAST STARLINK Satellite for multiple devices *Beach+Bath...
Tropical "Jungalow" Near the Sea
Enjoy indoor-outdoor living in our bright, open home... Relax on the lanai overlooking lush vegetation and lava outcrops, smell the fragrant Hawaiian air and listen to the waves crash in the distance. Secluded and quiet--a garden oasis far from the maddening crowd. Open...
Kuhio Shores designer 2br oceanfront condo w/ AC
This beautiful 2 bedroom and 2 bathroom condo has been fully updated and sits directly on the ocean. You will not find a better view and location in Kauai.All beach amenities such as towels, chairs, and boogie boards are provided.3 AC UnitsFully remodeled...
Executive Balinese Vacation Home in Hawaii Kai
Find serenity,luxurious style, at Hale Maluhia. This Oahu vacation rental, whose Hawaiian name translates to "house of tranquility," is a beautifully contemporary resort close to some of the island's best beaches and east oahu coastline. Invite up to eight friends or...
On Golf Course, Cedar Hot Tub, Walk to Beach, Market, Trails! BOHO Modern
Welcome to Paradise – The Luana HouseExperience modern island living at The Luana House, a Boho Modern retreat designed by a local architect and nestled on the scenic Makai Golf Course in Princeville. This newly rebuilt spacious 4-bedroom, 4-bath home features vaulted...
Oceanfront Chic | 2BR Ocean View High Floor
This is a NEW listing and it's gorgeous! We are confident you will have a great experience. Welcome to your front-row seat to Maui’s magic.Perched on the 5th floor of a coveted oceanfront resort in Ma'alaea, Island Sands 502 is a fully remodeled and beautifully...
PRIVATE LUXURY HOUSE POOL/ SPA -AIR CON - AMAZING LIFE
LIVE YOUR DREAM IN PARADISE ! 3 LOVELY BEDROOMS - EACH WITH THEIR OWN BEAUTIFUL VIEW... AMAZING PRIVATE POOL - WITH TURTLES ETCHED INTO THE FLOOR BELOW... THE SPA GIVES A GENEROUS MASSAGE AS THE WATER CASCADES INTO THE POOL. STAY FOR A MONTH AND GET A FEEL FOR WHAT...
Gated 2-story beach house with big yard
Hoku Lani, or “Heavenly Star” is a two story air conditioned 3 bedroom, 2.5 bath home with lofty ceilings, concrete construction and gorgeous details throughout. You’ll love the mahogany and kiwi custom cabinetry and granite countertops in our gourmet chef...
Hale Koaniani - 3BR Beachfront Home in Ha'ena
TVNCU#1059 - TA# 121-109-0944-01 - "House with the Cooling Breeze"A true oasis, Hale Koaniani is a meticulously cared for three bedroom, two and a half bath home and a rare find on Kauai's spectacular North Shore. It’s elegantly constructed and furnished and has ocean...
Wailea Ekahi 10C - Close to Main Pool & Beach! Spacious condo -Sleeps Up to Four
Our home is in the 1st (and closest) phase of Ekahi and is just steps away from the main pool pavilion, the beach, and a second pool even closer. Ekahi is a huge complex, so check the complex maps we included before booking. Some units are in another zip code!You have...
4 Mi to Beach: Keaau Retreat w/ Relaxing Porch!
'Ke'ena Ma Puna' | Private Outdoor ShowerA tranquil paradise awaits you and your loved one at this cozy 1-bathroom studio in Keaau, Hawaii! After exploring the nearby Paradise Cliffs or Shipman Beach, rinse off in the outdoor shower and unwind on the front porch while...
Luxury Vacation Rental Napili Gardens | 3 Bedrooms
Summary:Aloha Future Guests,Relax in luxury in this clean, comfortable, and modern Maui home, designed with elegant island-style touches that reflect the beauty of Maui. Just moments from the golden sands of Napili Bay, this serene retreat offers the perfect blend of...
Makai Hideaway 600ft from Ocean Giant Deck/GameroomnAsk about 10 day special
10 day special in September through early December.https://www.youtube.com/watch?v=VigSB3M4z3w The above is the link to a video of my house.Makai Hideaway is quiet and peaceful. Unwind and relax from city life. House is an an hour south of Kona and one hour ten minutes...
🏖️Beautiful Oceanfront | Air-Conditioned | Sleeps 6 | Walk to Beach | vrKCV🏖️
vrKCV - Kona Onenalo #1, Professionally Managed by Kona Coast VacationsEscape to Paradise - Air-Conditioned 3-Bedroom, 3-Bathroom Townhome in an Oceanfront CommunityDiscover the perfect combination of comfort, location, and island beauty at Kona Onenalo 1. This...
Maui Sunset A111, ground floor paradise
Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Maui Sunset A111, ground floor paradiseGround floor means easy access to tropical gardens and the ocean beyond. Quiet location features large private view deck...
Kamaole Sands 6-110 3 bed 2 bath Luxury Tropical Oasis split AC W/D
***MAUI PROPOSED VACATION RENTAL BAN WILL NOT GO INTO EFFECT UNTIL 2030 IN THE UNLIKELY EVENT IT PASSES- YOUR BOOKING IS SAFE!! Elevate your Maui experience at highly renowned Kamaole Sands resort condo. Lush, tropical grounds, swaying palm trees, waterfalls and ponds...
Maui Resort Rentals: Westin Kaanapali Ocean Resort North 2BR Oceanfront VIlla
2 Bedroom Oceanfront Luxury Villa at The Westin Ka'anapali Ocean Resort North! This two bedroom, two bathroom luxury villa features over 1200 square foot of interior space and incredible ocean front views of the tranquil blue Pacific Ocean. The fully equipped gourmet...
Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!
Kick back and relax in this calm, stylish condo located in Hawaii Kai in east Honolulu. This newly redesigned condo is outfitted with brand new, high end furniture to match the allure of the beautiful, newly constructed building and fabulous amenities.This beautiful...
Renovated Penthouse near Beach - sleeps 6!
Beautiful, newly renovated penthouse with big views at the acclaimed Waikoloa Resort. This highly desired loft floor plan is located at the Fairway Villas, an exclusive gated community with elevator access. F34 has high ceilings and a spacious layout for up to six...
Bright and airy garden condo in spectacular Princeville with air conditioning
High ceilings, wide green belts, and privacy in a quiet complex. Located in spectacular Princeville and just a short walk to lovely Anini Beach and the Westin Princeville. The air conditioning system provides nice cool air in both bedrooms and the living area. The home...
Hanalei Bay RESORT 2311, Amazing Views 269.00 May16-20 BlowOutSal 10StarReviews!
NEWLY REMODELED Well maintained Studio!!! One of the best locations on Kauai’s lush North Shore fronting the white sands of Hanalei Bay with amazing views of tropical sunsets, lush green mountains and the sparkling blue waters of the Pacific Ocean. These Kauai condos...
nEye-popping luxury with huge ocean views. Quick walk to Kihei's Best Beaches
Our condo is a totally remodeled townhome with a serene and uninterrupted ocean and mountain view, from the lights of Wailuku Town past the island of Lanai. J217 has neither power lines nor road noise; you'll see sunsets all summer long and whales all winter....
Turtle Paradise - King bed - Maui Vista/steps to beach, free parking, WiFi, AC
Congratulations - You have found your perfect next getaway location. This is an owner-managed unit so no hassle or frustration from third-parties! Attention to detail and personal support are first-class when you stay with us!!Come visit one of the best beaches in all...
KAS 7307 Remodeled Condo w Garden Views AC Walk to Beach
Kamaole Sands 7307 Remodeled 1Bedroom Condo Across the Street from Kamaole III Beach Park at One of the Best Resorts in Maui with Pool, Hot Tubs, Tennis, and More FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your...
Oceanfront, Million-Dollar-View, Newly renovated! B421
THE VIEWS DON'T GET ANY BETTER THAN THIS! True Oceanfront with a panoramic view of the Pacific Ocean, the island of Lana'i, the West Maui Mountains and Maalea Harbor. Spectacular sunsets and swaying palm trees. Great Whale watching (December through April). ** Private...
Maui Banyan #G-309 Ocean View 2-bedroom condo in fabulous Kihei
Located in the heart of Kihei, this condo is a dream. With 2 bedrooms featuring two king beds with ceiling fans, Queen size sleeper sofa in Living room, 2 bathrooms with rainfall showers. A chef's kitchen fully stocked with many culinary appliances. It also includes a...
Private Oceanfront w pool, hot tub, sunsets and Turtles
Front row center for Humpback whales (Dec-April) - from the lanai or from our kayaks ! Enjoy our beautiful, tastefully decorated Oceanfront 3 bedroom home (BBKM 2019/0003), accommodating up to 6 adults and 2 additional children. Kihei is the sunniest part of Maui and...
Breathtaking Ocean Views!
This spacious condo is completely renovated with beautiful tile throughout and comfortable island-style furniture. Its soothing atmosphere combined with breathtaking ocean views will be the perfect place for you to relax during your island holiday.Awaken to see the sky...
Tropical Garden Getaway Near Kehena Beach - 2 BR
Prime location for a Paradise Big Island experience! Enjoy peaceful, relaxing nights in Seaview Estates at the Tropical Garden Getaway. This luxurious garden ohana unit has a private entrance, deluxe queen bed in one room with morning views of a giant pink hibiscus with...
Spacious Home Steps from Kamaole 3 Beach
Hosted by VacaMauiWelcome to your perfect Hawaiian getaway at Haleakala Shores! This beautiful condo, located directly across the street from the pristine white sands of Kamaole Beach Park 3, offers an unbeatable location for swimming, snorkeling, and boogie...
Seaside Splendor: Immerse Yourself in Luxury with this Stunning Oceanview Condo!
Oceanview bliss awaits! This condo not only boasts mesmerizing ocean views but also pampers you with luxury amenities. Enjoy a fully-equipped kitchen, spa-like bathroom, high-speed Wi-Fi, and beach equipment. Elevate your vacation - book this seaside sanctuary for the...
New Owner Special!!! Kihei Akahi D213 Ocean View
Aloha and Welcome to Your Maui Escape at Kihei Akahi D213!We're new owners and offering great prices. Discover your perfect island getaway at our beautifully updated one-bedroom, one-bathroom condo in the heart of South Kihei. Just steps from Kamaole Beach Park II and...
Stunning 3 bedroom beachfront property in Kahana close to all westside beaches
Available April 2026 after renting it for two years to a displaced family of the Lahaina fires. We lost our Premier Host status due to no bookings for two years but we pride ourselves on exceptional hosting at this beautiful property.Kahana offers a stunning beachfront...
"Sea Esta" at Lanikai #121- A Stylish Oceanfront 2nd Floor
Lanikai 121 – Stylish Oceanfront 2-Bedroom Retreat on Kauai's Coconut CoastWelcome to Lanikai 121, a beautiful second-floor oceanfront condo where spectacular sunrises and sweeping Pacific views frame your every moment. This chic and stylish 2-bedroom, 2-bathroom...
Includes Hilton Waikoloa Pool Pass thru 2025. 101 Waikoloa Colony Villas
Waikoloa Colony Villas 101.Please scroll down for detailed informationHilton Pool Pass: Valid for stays through December 31, 2025. 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 valid...