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.
Steps to Waikiki Beach- STUDIO!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach, shopping. dining and sightseeing....fully furnished to every detail to make your stay comfortable.LOCATION!!! You are only steps away from the world famous Waikiki Beach!The spaceOur...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Modern Beachfront Studio At Honua Kai Resort | 2 Units, 3 Bedrooms | HK ML-1307
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Royal Sea Cliff Kona 210 Oceanfront 2 Bedroom 2 Ba
Perched above the ocean, this oceanfront two-bedroom retreat near Kailua-Kona is perfect for those seeking space, serenity, and stunning views. Enjoy coffee on the lanai and watch the waves roll in. Unit 210 Oceanfront 2 Bedroom 2 Bath• 2nd floor condo on the North side...
Kapalua Golf Villa 16T5 Gold Fairway 1 Bedroom
- 1st floor villa with 2 stairs between parking in front of condo and front door- Updated open kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s table counter- Oversized lanai with...
Wyndham Waikiki Beach Walk - June 5-12, 2022 available
Situated in Waikiki, the Wyndham Beach Walk is located one block from Waikiki Beach, 1/2 block from the main strip (Kalakaua Ave) and surrounding by shops. You will be staying in a 1-bedroom lower level deluxe suite. The timeshare has a front desk, pool, exercise room...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
Lahaina Shores 306 Dream Maui Studio by the Beach Pool Hot Tub
Lahaina Shores 306 NEW LISTING Lahaina Shores 306 Cozy Remodeled Studio in Oceanfront Boutique Resort with Scenic Mountain Views! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal),...
Spacious Room w/ Rooftop Pool & Sundeck, Just 2 Blocks from Waikiki Beach
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Waikiki Shore 202 Oceanfront 2 Bedroom
Unwind in this spacious oceanfront retreat, featuring two bedrooms, two full baths, and stunning views of Waikiki Beach. Set in the only condominium on Waikiki Beach, it’s the perfect spot for relaxing, reconnecting, and soaking in the beauty of the island.Unit 202...
Kapalua Bay Villa 29G2 Gold Oceanfront 2 Bedroom
Step onto your patio and take in spectacular oceanfront views from this elegant two-bedroom Bay Villa, offering direct access to Maui’s pristine beaches and tranquil waters.Bay Villas #29G2 2 Bedroom Gold Oceanfront• The Bay Villas are located closest to 2 Kapalua...
1BR-Beautiful Ground Floor, Ocean View, Mauna Lani Resort
Gorgeous, completely renovated oceanfront condo in a prime location at the Mauna Lani Resort. This newly furnished one bedroom offers a spacious living room and private patio overlooking historic fishponds and the crashing waves of the Pacific Ocean, creating a luxury...
Wyndham at Waikiki Beach Walk - Deluxe 2 Bedroom Condo
Located in Honolulu, Hawaii the Wyndham at Waikiki Beach Walk is just a short walk to a beautiful sandy beach and many great restaurants and shops including the Royal Hawaiian Shopping Center. Each of the units in this timeshare property feature a fully equipped...
Simple Studio 1 block from Beach
This is the perfect choice for a romantic getaway or small family vacation in Waikiki. This studio is the ideal base for all your beachside adventures. Whether you`re looking to swim, surf, or simply soak up the sun, you`ll have easy access to everything you need.Common...
Aston Kaanapali Shores #352: 2 Br Garden View at Ocean Front Resort
This 3rd-floor corner N. Kaanapali vacation rental is full of sunlight and space. This condo features a large L-shaped couch in the living room which is perfect for the entire family to sit back together and enjoy some entertainment on the flat-screened television. The...
Marriott Kauai Beach Club 1 bed 2 bath Villa, Family Friendly Oceanfront Resort
Please enjoy a seven-night stay with a Friday, Saturday, or Sunday check-in.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Please choose a Friday through Sunday check-in, seven-night stay....
Aston Papakea L206 - Two bedroom Ocean Front condo
Aston Papakea L206 - Two bedroom Ocean Front condo overlooking the Pacific Ocean with views of the islands of Moloka'i and Lana'i in the distance. The ocean front view is the highlight of this condo, and it is a view that will keep you wanting to return. This remodeled...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Premium Bay Villa | 3 Units, 3 Bedrooms | KBV ML-2089
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
NEW! Honua Kai | Free Rental Car | 2 Bedroom, 2 Bath Ocean View | Spacious Lanai | HKH-305
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Premium Ocean View | 2 Units, 3 Bedrooms | KBV ML-2020
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Beachy Modern 2-Bedroom at Sun-Kissed Monte Vista
Take in stunning Ala Wai & mountain views, ocean breezes and upscale touches in our home-away-from-home, steps away from Waikiki’s iconic restaurants, shopping, nightlife and beaches. Our sun-kissed home boasts two private bedrooms, a modern full kitchen with breakfast...
Ocean View! Marriott Ko Olina Beach Club - On The Beach- Family Friendly
Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...
Kuhio Shores Unit 114 Oceanfront 2 Bedroom 2 Bath
Located on the sunny South Shore of Poipu Beach, just steps from the water’s edge. This oceanfront condo is perfect to watch magnificent sunsets, surfers and sea turtles as well as snorkel at the beach right in front of the building. Kuhio Shores Unit 114 Oceanfront 2...
25th Fl Waikiki Banyan | King | AC | Parking
The SpaceCreate unforgettable memories in this 25th-floor corner/end unit—bright, spacious, and perfectly set up for families. With panoramic city and mountain views, a full kitchen for easy meals, and the convenience of laundry right next door, you’ll have everything...
Hidden Oasis: Studio 1 block from the beach /w pkg
Experience island living at its finest! Walk to stunning ocean sunsets, watch surfers from cliff tops, and easily access both Waikiki nightlife and local hangouts. This unit is steps from Queens Beach & Kapiolani Park. Comfortable and walkable, it offers a queen bed,...
Stunning Condo in Waikiki Beach, Honolulu, Oahu.
Full Renovated , Beautiful, spacious and bright apartment located in the heart of Waikiki ,Honolulu. Hawaii. One block from the beach, Ala Moana shopping mall, Marina. The apartment is surrounded by restaurants and shops and walking distance to everywhere.There is one...
Marriott Vacation Club, Waikiki Studio
Summary:Escape to Marriott Vacation Club, Waikiki, a vacation ownership property in the heart of Honolulu. Centrally located in a premier shopping and dining district near Waikiki Beach. Each offers a kitchenette, dining area, and premium amenities including a rooftop...
2 Bedroom Lockoff Villa at Westin Princeville Ocean Resort Villas
Spread out with the whole family in this spacious two-bedroom suite.Set on pristine waterfront with the towering, verdant backdrop of Kauai’s Hanalei National Wildlife Refuge as a backdrop, Princeville puts wild shores and staggering mountains at your fingertips....
Kona Paradise Apartment with Pool
Escape to paradise in this charming one-bedroom apartment on the beautiful island of Hawaii! Located minutes from beaches, shopping, and entertainment, this cozy retreat is perfect for two. The bedroom has a comfortable queen bed and plenty of closet space, while the...
3-bedroom house in Waikiki with pool/jacuzzi, walking distance from the beach
The house is located in a peaceful and quiet neighborhood with walking distance from the beach (5 minutes) and Waikiki (15 minutes), which will allow you to fully relaxed during your stay while being minutes away from all the activiies. One parking spot is available...
Kapolei Villa Escape
Summary:Welcome to our beautifully appointed 3-bedroom, 2.5-bath home—your perfect retreat in Kapolei, Hawaii. Thoughtfully designed for comfort and convenience, this centrally located townhome offers a relaxing space for families, couples, or groups looking to enjoy...
Kamaole Sands Kihei: Near Beach, King Bed, Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury
Escape to the breathtaking beauty of Maui at Hilton Vacation Club Ka'anapali Beach, where your 1-bedroom ocean view unit offers the perfect blend of luxury, comfort, and stunning views. Located on the world-famous Ka'anapali Beach, this resort is your gateway to endless...
Wailea Ekahi Village 49B - 1 Bedroom Ocean View Condo
Wailea Ekahi 49B is a stunning ocean view condominium located in the heart of the renowned Wailea resort area. Nestled along the pristine white sand beaches of Keawakapu Beach, this luxurious condo complex offers sits on 34 acres of lush tropical landscaping. Spanning...
Marriott Maui Ocean Club | Two 3BR/3BR Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
Heart of Honolulu Hideaway + Free Parking
Welcome to our charming one-bedroom suite in a popular hotel condo in the heart of downtown Honolulu! Experience comfort and convenience with 24-hour security and complimentary parking. Walk to Walmart, Ross, 7-Eleven, and trendy restaurants. Stay connected with free...
Aqua Aloha Surf Waikiki 308 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #308 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
South Maui Beach Condo
Aloha!Enjoy this ground floor unit at popular Maui Vista. Cold AC in both living room and the bedroom. All linens and towels provided. Shampoo, conditioner, and body wash dispenser in the shower/tub combo. Steps to World Famous Charley Young beach! You'll love this...
Ocean View 1BR Premium Villa at Westin KÄÊ»anapali North
Wake up to the beauty of Maui’s coast in this 1-Bedroom Premium Ocean View Villa at The Westin Kāʻanapali Ocean Resort Villas North. Offering 750–900 square feet, this spacious villa is ideal for couples or small families seeking a blend of comfort and luxury with...
Honua Kai Hokulani 148 Resort View 2 BD 2 BA
This spacious two-bedroom condo offers peaceful resort views on Maui’s iconic Kaanapali North Beach. Perfect for families or groups, it provides plenty of room to relax and enjoy island life.Hokulani Unit 148 Resort View 2 Bedroom 2 Bathroom• Exclusive on-site provider...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Grand Suite | 3 Units, 8 Bedrooms | HK ML-1103
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Spacious 5 Bedroom Home / 2 Kitchens in Oahu's Countryside
*Call 808-421-8157 for specific dates you're looking to book**Discover this marvelous 5-bedroom gem in the quiet and peaceful countryside of Oahu. This amazing house offers everything you need for a fantastic stay. With amenities like a beach chairs and supplies, WiFi,...
Keaau Country Estate
** Book by 12/31/25 for 20% discount on 7-Night stay in Feb & March 2026 ** 10% Nightly rate reduction as of 12/22 ~ Book today! 6Acres- 6 Bedrms- Soccer Field- Trails- Baths- SwingsWelcome to this special, 6-acre, very private, Keaau country estate. - 6-bedrm, 3-bath -...
⛱ Waikiki Beach Studio w/ Lanai & Pool at Waikiki Grand Hotel®
â€Say Aloha✿to our freshly remodeled 300ft² studio at Waikiki Grand Hotel® — Everything’s brand new as of 20254th floor mauka view studio w/Kitchen & Lanai‿︵‿︵‿︵‿︵‿︵‿︵‿︵‿︵Charming 4th Floor Studio at Waikiki Grand Hotel®Freshly remodeled in 2025 with a breezy, â€Hawaii...
Ocean Front Two Doubles with Lanai at The Twin Fin Hotel, 4 Units, Outdoor Pool
Experience a memorable and charming island getaway in Honolulu!This listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.✦ Each room is 1296 sq. ft, equipped with complimentary toiletries, high definition TV, available with...
Luxury Ocean View 1BR Suite Park Lane 30 day Min
Summary:*30 DAY MINIMUM* Beautiful LUXE One Bedroom Suite in the highly coveted Park Lane Condo. Located right next to Ala Moana Center, the largest outdoor shopping mall in the world. Lots of places to eat, shop, walk around. Ocean views from the balcony and high end...
Ko Olina Kai
This Kapolei townhome boasts 3 inviting bedrooms. Each bedroom offers a cozy retreat for guests to unwind after a day of exploring. With 3 bathrooms available, there's no need to worry about sharing space. The fantastic layout of this property ensures that everyone has...
Ocean Glimpses & City Lights – Relax in Waikiki Comfort | Hilton Garden Inn
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
3 Bedroom Cottage - Platinum
Welcome to Cottage 6, your idyllic retreat nestled in the heart of Koloa. This charming 3-bedroom, 3.5-bathroom cottage offers a perfect blend of comfort and luxury, accommodating up to six guests. Each bedroom features a plush king-sized bed, ensuring a restful night's...
Park Lane 3300: 3 BR, 2.5 BA Apartment in Honolulu, Sleeps 6
We welcome you to the absolutely stunning Park Lane 3300. Located in the highly desirable Building 3 of Park Lane at Ala Moana, this beautifully-appointed 3 Bedroom 2.5 Bathroom residence sleeps 6 comfortably and is the ideal combination of luxury and comfort. Enjoy...
Point at Poipu Kauai Oceanfront Condo 2 BR fully equipped in Oceanfront Resort.
This oceanfront Resort provides a magnificent view of the Pacific Ocean. The Point at Poipu Resort is located in the South Shore of Kauai, Hawaii. The resort is a large family-oriented oceanfront property with significant amenities. It is managed by the Hilton Vacation...